Abstract

A new home-made UV photochemical reactor (95 cm of irradiation zone) consisting of a 12 parallel quartz tubes flow reactor, PQT6 (95 cm under irradiation and an internal diameter of 0.6 cm) was assembled to perform photochemical transformations in continuous-flow. PQT6 was evaluated for the photoreaction of 1-allylpyridinium bromide (1a) to 6-allyl-6-azabicyclo[3.1.0]hex-3-en-2-ol (2a), in a continuous process. This technology provides reduced reaction times, continuous production of 2a, and a productivity of 129 mg h−1, corresponding to 1.94 g of isolated 2a after 15 h of irradiation.

Highlights

  • BBiiccyycclliicc aazziirriiddiinneess ((αα--hhyyddrrooxxyyccyyccllooppeenntteennoo--aazziirriiddiinneess)) pprreeppaarreedd bbyypphhoottoocchheemmiiccaallttrraannssffoorrmmaattiioonn ooff ppyyrriiddiinniiuumm ssaallttss aarree kkeeyyiinntteerrmmeeddiiaatteess uusseedd ffoorrtthheettoottaallssyynntthheessiissooffsseevveerraallaammininooccyyccllooppeennttiittoollss ((SScchheemmee11))[[11–-44]]

  • PQT6 reactor was placed inside the UV photochemical reactor

  • Cthorerseesptuobnedsinargetuon5doerr 3r.e5cirrpcmularteisnpgecctoinvteilnyu, uosuisn-gflothwe csoonludtiitoionnpsr,etvhieoyuws ierrreadnioatteudseind Sfoerctaionnal3y.s3i.s1. As these tubes are under recirculating continuous-flow conditions, they were not used for analysis. 3.4

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Summary

Methods

EExxppeerriimmeennttaall DDeessiiggnn TThhee wwoorrkkflflooww ffoorr tthhee pprroocceessss iinntteennssiifificcaattiioonn ooff66--aallllyyll--66--aazzaabbiiccyycclloo[[33..11..00]]hheexx--33--eenn--22--ooll ((22aa)) vviiaa pphhoottoocchheemmiiccaallirirraraddiaiatitoionnofo1f-1a-llaylllyplypryidriindiiunmiumbrobmroimdeid(1ea)(1ias)diisviddievdidinedto ifnotuor fsotaugresst:a(gi)ehs:o(mi)eh-momadeeUmVadreeaUcVtorreaascsteomr abslsye, m(iib)lbya, t(ciih) bstautcdhiesst,u(diiiie)sh, o(imii)eh-momadee-mcoadnteincounotuins-ufloouws-fPloQwT PreQaTctroeraacstosermasbsleymabnldy (ainvd) c(oivn)ticnounotuinsu-floouws-feloxpwereixmpeenritms,eanstssh, aoswsnhoinwFniginurFeig3u. EEqquuiippmmeenntt HHoommee--mmaaddee UUVV rreeaaccttoorr ccoonnttaaiinniinngg 2244 PPUURRIITTEECC HHNNSS GGeerrmmiicciiddaall LLaammppss RReeff. QQuuaarrttzz ttuubbeess ((QQTT)):: [[ttoottaalllleennggtthh((ll)),,lleennggtthhuunnddeerriirrrraaddiiaattiioonnzzoonnee((ll))aannddiinntteerrnnaallddiiaammeetteerr((dd))]];; QT2:Q[±T120: 0[±c1m00(lc)m, 95(l)c,m95ucnmdeurnidrreardiirartaidoniat(il)on× (0l).2×c0m.2(cdm)];(d)]; QT4: [±±110000ccmm((ll)),,9955ccmmuunnddeerriirrrraaddiiaattiioonn ((ll)) ××00.4.4ccmm((dd))]];; QT6: [±±110000ccmm((ll)),,9955ccmmuunnddeerriirrrraaddiiaattiioonn ((ll)) ××00.6.6ccmm((dd))]]

PPrroocceedduurree
Using PQT6 with 12 QTs under Continuous-Flow Conditions
Findings
Continuous-Flow Results

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